Ethyl 4-oxobutanoate

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  • Identifiers

    CAS number
    10138-10-0

    Molecular formula
    C6H10O3

    SMILES
    CCOC(=O)CCC=O

    Safety labels

  • Odor profile

    Fragrance
    Fruity 89.32%
    Green 63.59%
    Caramellic 52.49%
    Winey 51.35%
    Ethereal 48.52%
    Apple 47.24%
    Sweet 45.9%
    Pineapple 41.74%
    Rummy 39.31%
    Fermented 36.86%

     

    Flavor
    Fruity 77.29%
    Sweet 49.43%
    Pineapple 47.41%
    Green 45.04%
    Fruit 38.69%
    Apple 37.77%
    Rum 37.42%
    Berry 34.36%
    Tropical 32.3%
    Floral 31.58%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    -0.1

    pKa est.
    6.71 (neutral)

    Molecular weight
    130.14 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately fast

    Boiling point est.
    189°C

    Flash point

    • 70.46 ˚C est.

  • Synonyms

    • ethyl 4-oxobutanoate
    • Butanoic acid, 4-oxo-, ethyl ester
    • ethyl 4-oxobutyrate
    • ethyl 3-formylpropionate
    • Succinaldehydic acid, ethyl ester
    • 3-ethoxycarbonylpropionaldehyde
    • beta-Formyl propionic acid, ethyl ester
    • BRN 1756021
    • 4-oxo-butyric acid ethyl ester
    • UNII-0592D2Y8Z0
    • AI3-52376
    • Ethylester kyseliny 3-formylpropionove [Czech]
    • Ethylester kyseliny 3-formylpropionove
    • 0592D2Y8Z0
    • 4-oxo-butanoic acid ethyl ester
    • CHEBI:87282
    • DTXSID90143879
    • 4-03-00-01555 (Beilstein Handbook Reference)
    • RefChem:138788
    • DTXCID5066370
    • 10138-10-0
    • 4-Oxobutanoic acid ethyl ester
    • MFCD01683413
    • succinaldehydic acid ethyl ester
    • ethyl4-oxobutanoate
    • ethyl-4-oxobutyrate
    • ethyl-4-oxobutanoate
    • SCHEMBL525668
    • SCHEMBL2048071
    • SCHEMBL8176456
    • 4-Oxobutanoic acid, ethyl ester
    • KAA13810
    • AB9300
    • AKOS016358715
    • AS-44958
    • DA-23087
    • EN300-107243
    • F474754
    • Q27159487
    • F2147-1739
    • 10138-10-0

  • Applications

    Ethyl 4-oxobutanoate is a versatile gamma-keto ester commonly used as a synthetic building block in organic and medicinal chemistry. It serves as an enolate-forming substrate for condensations that build diverse 1,3-dicarbonyl-type motifs and as a precursor to various heterocycles and pharmaceutical scaffolds through cyclization reactions. In pharmaceutical and agrochemical development, it is routinely evaluated as an intermediate to access active ingredients and related compounds. It also supports fine chemicals and specialty materials manufacture as a starting material for functionalized esters and related cyclization sequences, and it is used in research settings for method development in enolate chemistry and related transformations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 483.9
    methanol 1023.7
    isopropanol 285.19
    water 18.85
    ethyl acetate 641.48
    n-propanol 276.8
    acetone 1734.45
    n-butanol 218.54
    acetonitrile 2331.12
    DMF 2635.71
    toluene 203.74
    isobutanol 198.83
    1,4-dioxane 863.5
    methyl acetate 1015.7
    THF 944.23
    2-butanone 964.7
    n-pentanol 203.2
    sec-butanol 256.59
    n-hexane 38.34
    ethylene glycol 175.16
    NMP 2495.28
    cyclohexane 37.56
    DMSO 4216.79
    n-butyl acetate 448.46
    n-octanol 100.54
    chloroform 1108.2
    n-propyl acetate 488.74
    acetic acid 1633.21
    dichloromethane 1924.15
    cyclohexanone 1018.09
    propylene glycol 133.1
    isopropyl acetate 296.93
    DMAc 2413.88
    2-ethoxyethanol 607.69
    isopentanol 207.29
    n-heptane 17.31
    ethyl formate 692.22
    1,2-dichloroethane 1209.77
    n-hexanol 124.82
    2-methoxyethanol 891.97
    isobutyl acetate 209.87
    tetrachloromethane 139.36
    n-pentyl acetate 222.24
    transcutol 1790.05
    n-heptanol 58.97
    ethylbenzene 171.98
    MIBK 252.08
    2-propoxyethanol 355.62
    tert-butanol 365.43
    MTBE 353.07
    2-butoxyethanol 182.07
    propionic acid 702.76
    o-xylene 183.35
    formic acid 928.39
    diethyl ether 338.66
    m-xylene 132.35
    p-xylene 261.76
    chlorobenzene 587.69
    dimethyl carbonate 316.13
    n-octane 8.93
    formamide 1776.19
    cyclopentanone 1456.43
    2-pentanone 529.63
    anisole 585.57
    cyclopentyl methyl ether 361.88
    gamma-butyrolactone 2016.08
    1-methoxy-2-propanol 458.39
    pyridine 1187.17
    3-pentanone 489.9
    furfural 2145.87
    n-dodecane 8.75
    diethylene glycol 360.48
    diisopropyl ether 80.31
    tert-amyl alcohol 345.58
    acetylacetone 848.02
    n-hexadecane 10.19
    acetophenone 697.68
    methyl propionate 551.68
    isopentyl acetate 327.17
    trichloroethylene 2228.81
    n-nonanol 82.81
    cyclohexanol 225.58
    benzyl alcohol 402.64
    2-ethylhexanol 97.24
    isooctanol 56.07
    dipropyl ether 132.19
    1,2-dichlorobenzene 642.11
    ethyl lactate 220.29
    propylene carbonate 888.42
    n-methylformamide 1521.94
    2-pentanol 136.47
    n-pentane 25.16
    1-propoxy-2-propanol 225.35
    1-methoxy-2-propyl acetate 344.01
    2-(2-methoxypropoxy) propanol 322.11
    mesitylene 87.38
    ε-caprolactone 906.66
    p-cymene 88.11
    epichlorohydrin 1648.79
    1,1,1-trichloroethane 648.57
    2-aminoethanol 271.67
    morpholine-4-carbaldehyde 1738.62
    sulfolane 2577.93
    2,2,4-trimethylpentane 22.0
    2-methyltetrahydrofuran 754.32
    n-hexyl acetate 339.27
    isooctane 10.68
    2-(2-butoxyethoxy)ethanol 378.15
    sec-butyl acetate 249.65
    tert-butyl acetate 308.34
    decalin 37.02
    glycerin 255.53
    diglyme 848.54
    acrylic acid 871.68
    isopropyl myristate 110.19
    n-butyric acid 619.61
    acetyl acetate 538.41
    di(2-ethylhexyl) phthalate 143.33
    ethyl propionate 425.61
    nitromethane 4295.93
    1,2-diethoxyethane 456.9
    benzonitrile 839.83
    trioctyl phosphate 80.97
    1-bromopropane 404.07
    gamma-valerolactone 1730.21
    n-decanol 59.44
    triethyl phosphate 180.72
    4-methyl-2-pentanol 80.57
    propionitrile 782.95
    vinylene carbonate 965.39
    1,1,2-trichlorotrifluoroethane 1059.75
    DMS 451.29
    cumene 117.07
    2-octanol 55.08
    2-hexanone 476.33
    octyl acetate 145.08
    limonene 121.63
    1,2-dimethoxyethane 1238.8
    ethyl orthosilicate 142.35
    tributyl phosphate 155.14
    diacetone alcohol 348.28
    N,N-dimethylaniline 381.0
    acrylonitrile 1471.62
    aniline 383.04
    1,3-propanediol 337.84
    bromobenzene 582.77
    dibromomethane 948.05
    1,1,2,2-tetrachloroethane 1275.76
    2-methyl-cyclohexyl acetate 246.75
    tetrabutyl urea 211.97
    diisobutyl methanol 62.67
    2-phenylethanol 235.05
    styrene 290.84
    dioctyl adipate 229.24
    dimethyl sulfate 842.18
    ethyl butyrate 333.09
    methyl lactate 295.52
    butyl lactate 207.55
    diethyl carbonate 276.93
    propanediol butyl ether 239.74
    triethyl orthoformate 183.94
    p-tert-butyltoluene 73.64
    methyl 4-tert-butylbenzoate 291.88
    morpholine 937.18
    tert-butylamine 203.99
    n-dodecanol 45.24
    dimethoxymethane 664.45
    ethylene carbonate 669.11
    cyrene 392.0
    2-ethoxyethyl acetate 396.53
    2-ethylhexyl acetate 265.56
    1,2,4-trichlorobenzene 721.14
    4-methylpyridine 1253.29
    dibutyl ether 167.71
    2,6-dimethyl-4-heptanol 62.67
    DEF 962.53
    dimethyl isosorbide 595.83
    tetrachloroethylene 828.02
    eugenol 300.66
    triacetin 457.58
    span 80 220.3
    1,4-butanediol 172.31
    1,1-dichloroethane 821.54
    2-methyl-1-pentanol 214.4
    methyl formate 1167.65
    2-methyl-1-butanol 209.61
    n-decane 14.4
    butyronitrile 598.09
    3,7-dimethyl-1-octanol 121.07
    1-chlorooctane 72.65
    1-chlorotetradecane 29.95
    n-nonane 14.12
    undecane 10.77
    tert-butylcyclohexane 30.6
    cyclooctane 12.32
    cyclopentanol 322.67
    tetrahydropyran 490.49
    tert-amyl methyl ether 288.95
    2,5,8-trioxanonane 572.51
    1-hexene 141.27
    2-isopropoxyethanol 326.7
    2,2,2-trifluoroethanol 589.72
    methyl butyrate 639.03

    Scent© AI

1 4

IFRA standard 51

Recommendation
No restriction
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
 No restriction Category 7A
Rinse-off products applied to the hair with some hand contact
 No restriction
Category 2
Products applied to the axillae
 No restriction Category 7B
Leave-on products applied to the hair with some hand contact
 No restriction
Category 3
Products applied to the face/body using fingertips
 No restriction Category 8
Products with significant anogenital exposure
 No restriction
Category 4
Products related to fine fragrance
 No restriction Category 9
Products with body and hand exposure, primarily rinse off
 No restriction
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
 No restriction Category 10A
Household care products with mostly hand contact
 No restriction
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
 No restriction Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
 No restriction
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
 No restriction Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
 No restriction
Category 5D
Baby Creams, baby Oils and baby talc
 No restriction Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
 No restriction
Category 6
Products with oral and lip exposure
 No restriction Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
 No restriction